House Sitting in Oostburg

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Top rated Oostburg house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
8 years of experience
Sheboygan, WI, 53081

We had 2 meetings before the event . Patty took very good care of our babys pics every day good communication very respectful very trust worthy she is a 10 out of 10 and our dogs loved her a plus .would recommend to anyone.

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Jonelle B.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

About: I have worked professionally for over 10 years in the animal industry, focusing on animal care and training. I was a dog trainer instructor for 5 years, and have worked with over 50 breeds of dogs of varying ages and obedience levels. I have also worked as a zookeeper for 5 years, and provided a high level of accredited care to all types of animals. Unfortunately my health has taken a turn for the worse this past year, and I can no longer sustain a healthy work life balance at the place I work at. I am very saddened by it, but I hope you will allow me to provide the quality and level of care I aspire to on a smaller and more personalized level. I am currently part time and in transition to another career path, working the late morning into early afternoon for only four hours a day. As such I can accommodate early mornings and late evening tasks, such as a walk or feeding or check in. We are animas of routine and I will do my best to keep any daily routine you have with your pet to keep your absence as stress free as possible.

Sitter Profile Image: Victoria S.
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Victoria S.
from
$45
per night
20 years of experience
Plymouth, WI, 53073

About: Hello! I am Victoria. I am going to school part-time for Business Management and work full time on 3rd shift, which gives me time during the off hours to drop in and check on your pet as well as take them for a nice walk during the day. I’ve had and taken care of pets since I was 10, mainly dogs, lizards and hamsters. I have experience with dogs ranging from puppies to seniors and am comfortable giving medication as needed. I work 3rd shift. I am available between my sleep schedule, mid day to mid afternoon to care for your pet with drop-ins and take for walks, usually 20-30min. I care for the pet as they were my own. There’s no shortage of walks, scratches, love and cuddles. And any other enrichment the pet may need.

Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$52
per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Sheboygan Falls, WI, 53085

Jasmine was great- she provided updates & made sure both our dogs were loved on while we were gone. We look forward to having her back!

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Katie K.
Sitter Profile Image: Casey V.
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Casey V.
from
$45
per night
20 years of experience
Sheboygan, WI, 53081

About: I have spent years working with dogs, including teaching puppy classes for two years. This gave me a solid foundation in canine behavior and positive reinforcement. Because of my healthcare background, I am exceptionally detail-oriented, reliable, and observant of subtle behavior changes or medical needs. I specialize in dogs of all temperaments—especially anxious, sensitive, or reactive dogs who require a "slow-is-fast" approach. I am calm and safety-focused, prioritizing your dog’s body language and signals over rushed interactions. Whether your dog is high-energy or needs a quiet, structured environment, I provide the consistent care they need to feel safe while you’re away. My schedule is generally flexible, with availability on weekday and weekends. I plan bookings carefully and limit my schedule to ensure each pet recieves attentive, unrushed care. I communicate clearly about timing and am happy to discuss routines and advanced bookings. I follow each owner's instructions carefully and use my experience to create a calm safe environment. I prioritize clear communication, consistancy, and attentive observation to keep pets comfortable and safe.

Sitter Profile Image: Mya R.
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Mya R.
from
$60
per night
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

My dog, Jake, loved Mya!!! Will definitely use again when I need a pet sitter.

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Carolyn P.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$27
per night
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Kohler, WI, 53081

Benji had a great time at Jennifer‘s place, He had lots of snuggle time, plenty of walks and just love chilling with her and her son. He was well taken care of and I look forward to our next time Benji can stay at your house. Jennifer was great with Benji and sent photos and text messages for updates on how he was doing!

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Kim T.
Sitter Profile Image: Tarah & Firaas F.
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Tarah & Firaas F.
from
$40
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
10 years of experience
Fredonia, WI, 53021

This was my first time using Rover and I couldn't have been happier having Tarah take care of my dogs. She was professional, courteous, and just loved on my dogs like I do. She even handled my deaf special needs boy who is very active. :)

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Monica S.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
387 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

We needed care for our 10 week old puppy and Judy took wonderful care of him. It was nice to have a meet and greet before leaving our puppy. After this meeting we felt comfortable leaving our puppy in Judy's care. Turns out our puppy had a wonderful visit and was nicely socialized with three other dogs in Judy's care. During the visit many photos and text messages were exchange that we appreciated very much. When I picked our puppy up, I could tell Judy really listened and shared some comments\observations with us. Would highly recommend Judy and will certainly reach out again when our puppy needs care. Thank you to Judy and her sister!!

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Linda M.
Sitter Profile Image: Tanya G.
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Tanya G.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Sheboygan, WI, 53081

We are so grateful to Tanya for taking such good care of our 2 hihuahuas and our indoor/outdoor cat. Our dogs have had a difficult time with prior pet sitters but for Tanya quickly had become trusting and affectionate to her within just a couple of days. Tanya left the home in a remarkably clean condition. She is very professional and excelled our expectations. Thank you, Tanya! She is now our goto petsitter. 😊

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Shabana S.
Sitter Profile Image: scott r.
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scott r.
from
$45
per night
5.0 out of 5 stars
2 reviews
30 years of experience
Sheboygan, WI, 53081

About: We have had many breeds of dogs, varying from young to old. I have cared for healthy dogs as well as ones with health issues. Currently, we have two VERY spoiled, elderly pups, Nora, 12 yr old lab mix and Princess, 11 yr old Shih Tzu mix, both are rescues. We are dog lovers and have raised puppies as well as older rescue dogs We offer a very dog friendly home and will provide a home away from home environment for your pup. You can have absolute confidence in knowing that your pet is well taken care of and is given superior loving care. Remember, you're on vacation, and they're on vacation too. I am retired with years of pup experience. Generally I am available at a moment's notice IF you're a past client, and have done a meet & greet prior. There is always someone here with your loved one, and they are never left alone. I have 30 years of dog ownership experience, I will do whatever it takes and what the parents want in terms of care for their fur babies.(the purpose of my meet & greet) so the parents and pups are comfortable and the stay is stress-free. I am retired so your fur baby will never be left alone. Our home is safe and secure so you can rest assured they will get the best care possible. Our yard is fenced and is the perfect play area for some outside fun. Our home is situated a block off Lake Michigan and surrounded by wooded trails. Our dogs enjoy a good daily walk and so can yours.

Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
11 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

Lisa was exactly who we were hoping for as a sitter for Buddy. It was our and his first time overnight and she made it very comfortable for all of us. We received some fun photos of Buddy as well. Lisa gave us a full report when we got home. The best news was seeing Buddy going to the door after Lisa left and he was asking us when is she coming back! Highly recommended!

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Pastor Bill T.
Sitter Profile Image: Ju E.
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Ju E.
from
$73
per night
5.0 out of 5 stars
56 reviews
11 repeat clients
45 years of experience
Port Washington, WI, 53074

This was our first time booking with Julie. We were looking for someone who would treat pir dogs as their own and be able to stay with them around the clock. Julie was so great with our 3 dogs and never left them alone. We already booked our next stay with her! Thank you!

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Gina H.
Sitter Profile Image: Leah A.
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Leah A.
from
$60
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Fredonia, WI, 53021

About: I grew up on a farm in Wisconsin, so I’ve had a lot of experience with many different animals; cats, dogs, pigs, goats; you name it! Having just returned from an extended stay in Spain, I’m looking forward to helping families out with their fur babies. I currently live on an 11 acre, unfenced, property and am able to take in a dog or two for a few days. I’m currently working about 30 hours a week 2 minutes from my home. I may look for additional hours as a server, but for now I work 7-2:30 M-F I am able to do drop-ins or stay the night; however, I prefer to not spend the night. I can also keep a dog or two overnight at my house.

Sitter Profile Image: Aiden B.
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Aiden B.
from
$50
per night
15 years of experience
Sheboygan, WI, 53081

About: I have taken care of pets since I was 8. I pay attention to all the pets that I care for. I also am very good at attending to dogs with anything they need. I am looking to do this full time and I am flexible with anyone’s schedule. I am home most of the time except to run errands. I have a big house and big yard that is fenced in. I live 5 minutes away from a big dog park. I also live with my mom and two of my siblings. There are four medium sized dogs that live in this house and enjoy playing with most other dogs.

Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Waterfront, Cedarburg, WI, 53012

Amanda was amazing with my boys. She was reliable checked in and sent lots of pics, and the boys loved her we have already booked her for Christmas!

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Dana E.
Sitter Profile Image: Yana C.
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Yana C.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

Yana is an amazing sitter. She was very flexible when our schedule changed and communicated very clearly. I can’t say enough good things about our experience! Yana went above and beyond to make sure our dog felt comfortable and cared for.

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Robert R.
Sitter Profile Image: Travis P.
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Travis P.
from
$60
per night
5.0 out of 5 stars
7 reviews
12 years of experience
Sheboygan, WI, 53081

About: 🐾 Welcome!🐾 Are you searching for a loving and caring home away from home for your furry friend? Look no further! With over 14 years of experience, I've been proudly welcoming dogs into my home, treating them as if they were my own. 🐶 Meet the Pack: We're a household of two adorable yellow labs who are always eager to make new friends. Our dogs are not just pets, they're family, and they can't wait to share their playtime and cozy naps with your pup. 🏡 Home Sweet Home: Your dog will feel right at home in our comfortable and dog-friendly environment. Whether it's exploring the backyard, lounging on the couch, or enjoying belly rubs, every pup gets personalized care and attention. ❤️ Passionate Pet Lover: As a lifelong dog enthusiast, I've cared for dogs of all shapes and sizes. From energetic pups to gentle seniors, I love them all! Rest assured, your dog will be treated with the utmost love, respect, and affection. 📸 Stay Connected: I understand the importance of peace of mind while you're away. That's why I'll keep you updated with photos and messages, so you can see just how much fun your dog is having during their stay. 🐾 Book Now: Ready to give your dog the ultimate vacation experience? Let's schedule a meet and greet to ensure it's a perfect fit. Your dog will thank you for the adventure! 📩 Contact Me: Feel free to reach out with any questions or to book your dog's stay. We can't wait to welcome your furry friend into our pack! Looking forward to wagging tails and happy memories together! Travis 🐾 I have had the pleasure of growing up on a farm surrounded by around animals my entire life. My family has owned many gorgeous retrievers that I fell in love with and took care of. I’d be in charge of walking, letting them out or dog sat for the weekend once I was older. Growing up this way has been a positive learning experience that lead me to be a great dog owner. 10 years ago I adopted Sadie, my first baby. She’s a beautiful lab mix. I have learned so much in the last decade about training dogs. I’ve taken puppy training class and still use a lot of that knowledge till this day. Sadie is extremely well trained and if I could I would 100% be a dog trainer. I’m not a dog whisperer but I definitely have a good understanding of how to handle pups and adult dogs. Dogs are easily my main love, but all animals have a special place in my heart. I value the connection and constant love they show towards their owners. I treat my dog like my daughter and would love to have have more one day. It would be a pleasure to care after your family member. I work full time M-F, with the ability to stop at home during the day. Also my wife is home most Mondays, Thursdays, and Fridays. So we work together to let the dogs out at appropriate time and keep them on their feeding schedule. Weekends are fun times with plenty walking, hikes, swimming, and dog parks if the owner is comfortable with us doing so. We go for two to 3 walks a day with our playful lab pups. We always have dogs on leash, and we have multiple kennels for our dogs if needed.

Sitter Profile Image: Taylor D.
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Taylor D.
from
$85
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Port Washington, WI, 53074

About: Hi! My name is Taylor, I’m a lifelong animal lover with lots of experience caring for both dogs and cats. I work full‑time and am in the office four days a week, with remote work on Fridays, which gives me flexibility at the end of the week and allows me to spend quality time with the pets I’m caring for. I grew up with two golden doodles and a mini pinscher poodle, so I’m comfortable with dogs of all sizes, energy levels, and personalities. I also have experience fostering kittens and caring for multiple pets at once. At home, I have two cats of my own, so I’m very familiar with feline care, routines, and personalities as well. I live in Port Washington and love taking dogs on neighborhood walks or to nearby parks for some fresh air and exercise. Whether your pet needs walks, overnight care, or just some extra company and attention, I’d love to help and make sure they feel safe and comfortable while you’re away! I work full-time remotely, so I’m available for dogsitting during the day! My work will just need to come with me, but your pup will still get plenty of love and attention throughout the day. I make sure your pet feels safe, comfortable, and loved while you're away. Whether at your home or on a walk, I stick to their routine, give plenty of attention, and keep them safe. I’ll also send updates, so you know they’re happy and well cared for!

Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
from
$60
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma is amazing! I loved that she wanted to meet me and Lacey before she accepted a job. It was important to her that we were all on the same page. I was able to talk about Laceys needs and routine in person, which really made me feel at ease. When the weekend came for her to stay at our house I was completely comfortable leaving Lacey in her care. She gave me updates and pictures which was great. Thank you Emma!!!!

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Paula R.
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The median cost per night for house sitting in Oostburg is $50

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Sitters in Oostburg average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oostburg on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Oostburg house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 268 house sitters in Oostburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Oostburg house sitters respond in under an hour.

House sitters in Oostburg have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oostburg.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oostburg house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.